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  • 1
    ISSN: 1432-072X
    Keywords: Ethylene ; Ethylene-forming enzyme ; Fusarium oxysporum ; Penicillium digitatum ; 2-Oxoglutarate ; Dioxygenase
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology
    Notes: Abstract Liquid cultures of the deuteromycete, Fusarium oxysporum f. sp. tulipae, a tulip pathogen, produced high amounts of ethylene during stationary phase. 1-Aminocyclopropane-1-carboxylic acid, the direct precursor of ethylene in plants, was not present in the fungus. Radioactivity from [3,4-3H]glutamate as well as [U-14C]glutamate was incorporated into ethylene, indicating that it was derived from C3 and C4 of glutamate or 2-oxoglutarate. Ferrous ions markedly stimulated the rate of ethylene formation in vivo, whereas Fe3+, Cu2+ or Zn2+ had little or no effect. Ethylene biosynthesis was strongly inhibited by the heavy metal chelator α,α′-dipyridine. The effect of α,α′-dipyridine was fully reversed by Fe2+ ions and partially by Cu2+ and Zn2+ ions but not by the supply of glutamate or 2-oxoglutarate, suggesting that a step in the ethylene biosynthetic pathway downstream of 2-oxoglutarate is dependent on Fe2+. When stationary phase cultures were supplied with arginine, ornithine, or proline, ethylene production increased dramatically while addition of glutamate or 2-oxoglutarate had little effect. Tracer studies were performed to test the possibility that an intermediate in the catabolism of arginine to glutamate was the direct precursor of ethylene. In cultures supplied with [U-14C]arginine or [U-14C]glutamate, the specific radioactivity of ethylene was closely similar to the specific radioactivity of the endogenous glutamate pool, indicating that glutamate was on the pathway between arginine and ethylene. An enzyme system converting 2-oxoglutarate to ethylene in a reaction dependent on oxygen, ferrous ions and arginine has previously been described in extracts from Penicillium digitatum (Fukuda et al. 1986). The present results suggest that a similar enzyme system catalyzes the final step of ethylene biosynthesis in F. oxysporum.
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  • 2
    ISSN: 1432-2048
    Keywords: 1-Aminocyclopropane-1-carboxylic acid ; Ethylene ; Lycopersicon ; Mutant, rin (tomato) ; Rhizobitoxine analog
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology
    Notes: Abstract A simple and sensitive chemical assay was developed for 1-aminocyclopropane-1-carboxylic acid (ACC), a precursor of ethylene. The assay is based on the liberation of ethylene from ACC at pH 11.5 in the presence of pyridoxal phosphate, MnCl2 and H2O2. This assay was used to detect ACC in extracts of tomato fruits (Lycopersicon esculentum Mill.) and to measure the activity of a soluble enzyme from tomato fruit that converted S-adenosylmethionine (SAM) to ACC. The enzyme had a Km of 13 μM for SAM, and conversion of SAM to ACC was competitively and reversibly inhibited by aminoethoxyvinylglycine (AVG), an analog of rhizobitoxine. The Ki value for AVG was 0.2 μM. The level of the ACC-forming enzyme activity was positively correlated with the content of ACC and the rate of ethylene formation in wild-type tomatoes of different developmental stages. Mature fruits of the rin (non-ripening) mutant of tomato, which only produce low levels of ethylene, contained much lower levels of ACC and of the ACC-forming enzyme activity than wild-type tomato fruits of comparable age.
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  • 3
    ISSN: 1432-2048
    Keywords: 1-Aminocyclopropane-1-carboxylic acid ; Chitinase ; β-1,3-Glucanase ; Ethylene ; Helianthus cell-suspension cultures
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology
    Notes: Abstract Auxin-dependent, heterotrophic suspension cells of sunflower (Helianthus annuus L. C.K. Spanners All-zweck) showed, on a cell-protein basis, a seven-fold increase in chitinase activity, which began 5 d after treatment with 10−5 mol·L−1 of the triazole-type growth retardant BAS 111.W. In proportion to this increase, chitinase activity appeared to be excreted into the culture medium. The intracellular activity of β-1,3-glucanase, assayed fluorimetrically with laminarin as the substrate, was only slightly enhanced. Dose-response experiments with BAS 111.W showed that the onset of the induction of chitinase activity coincided with an inhibition of ethylene formation and an accumulation of endogenous 1-aminocyclopropane-1-carboxylic acid (ACC) as a result of blocking the conversion of ACC to ethylene. Other nitrogen-heterocyclic growth retardants (e.g. tetcyclacis, ancymidol), the triazole-type fungicide BAS 480.F, salicylic acid, CoCl2 and 2,4-dichlorophenoxy-acetic acid, which also increased the ACC/ethylene ratio, similarly induced chitinase activity. In contrast, aminoethoxy vinylglycine, which simultaneously lowered endogenous ACC and ethylene formation, did not stimulate chitinase activity. However, after addition of BAS 111.W and ACC, an accumulation of endogenous ACC was accompanied by a strong induction of the enzymatic activity. This effect did not correlate with changes in the cell culture growth nor in the cellular contents of immunoreactive abscisic acid, 3-indoleacetic acid, gibberellins or cytokinins. Furthermore, ethephon, which chemically generates ethylene, led to a slight reduction in ACC levels and tended to decrease chitinase activity relative to the control. In conclusion, it is hypothesized that the induction of chitinase activity in sunflower cell suspensions is antagonistically regulated by ethylene and ACC. At least at higher production rates, ethylene appears to function as an inhibiting factor whereas ACC may be a promoting one. The stimulation of chitinase and β-1,3-glucanase activity, caused by the retardant BAS 111.W and the fungicide BAS 480.F, is discussed as an additional effect of both compounds which possibly leads to an increased resistance of plants to fungal infections.
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  • 4
    Electronic Resource
    Electronic Resource
    Springer
    Planta 151 (1981), S. 476-481 
    ISSN: 1432-2048
    Keywords: 1-Aminocyclopropane-1-carboxylate synthase ; Ethylene ; Lycopersicon ; Ripening ; Wounding
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology
    Notes: Abstract Ethylene production, 1-aminocyclopropane-1-carboxylic acid (ACC) levels and ACC-synthase activity were compared in intact and wounded tomato fruits (Lycopersicon esculentum Mill.) at different ripening stages. Freshly cut and wounded pericarp discs produced relatively little ethylene and had low levels of ACC and of ACC-synthase activity. The rate of ethylene synthesis, the level of ACC and the activity of ACC synthase all increased manyfold within 2 h after wounding. The rate of wound-ethylene formation and the activity of wound-induced ACC synthase were positively correlated with the rate of ethylene production in the intact fruit. When pericarp discs were incubated overnight, wound ethylene synthesis subsided, but the activity of ACC synthase remained high, and ACC accumulated, especially in discs from ripe fruits. In freshly harvested tomato fruits, the level of ACC and the activity of ACC synthase were higher in the inside parts of the fruit than in the pericarp. When wounded pericarp tissue of green tomato fruits was treated with cycloheximide, the activity of ACC synthase declined with an apparent half life of 30–40 in. The activity of ACC synthase in cycloheximide-treated, wounded pericarp of ripening tomatoes declined more slowly.
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  • 5
    ISSN: 1432-2048
    Keywords: Chitinase ; Defense (against bacteria, fungi) ; Enzyme induction ; Ethylene ; Lysozyme ; Phaseolus (chitinase)
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology
    Notes: Abstract Ethylene induced an endochitinase in primary leaves of Phaseolus vulgaris L. The enzyme formed chitobiose and higher chitin oligosaccharides from insoluble, colloidal or regenerated chitin. Less than 5% of the total chitinolytic activity was detected in an exochitinase assay proposed by Abeles et al. (1970, Plant Physiol. 47, 129–134) for ethylene-induced chitinase. In ethylene-treated plants, chitinase activity started to increase after a lag of 6 h and was induced 30 fold within 24 h. Exogenously supplied ethylene at 1 nl ml−1 was sufficient for half-maximal induction, and enhancement of the endogenous ethylene formation also enhanced chitinase activity. Cycloheximide prevented the induction. Among various hydrolases tested, only chitinase and, to a lesser extent, β-1,3-glucanase were induced by ethylene. Induction of chitinase by ethylene occurred in many different plant species. Ethylene-induced chitinase was purified by affinity chromatography on a column of regenerated chitin. Its apparent molecular weight obtained by sodium dodecyl sulfate-gel electrophoresis was 30,000; the molecular weight determined from filtration through Sephadex G-75 was 22,000. The purified enzyme attacked chitin in isolated cell walls of Fusarium solani. It also acted as a lysozyme when incubated with Micrococcus lysodeikticus. It is concluded that ethylene-induced chitinase functions as a defense enzyme against fungal and bacterial invaders.
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  • 6
    Electronic Resource
    Electronic Resource
    New York, NY : Wiley-Blackwell
    Helvetica Chimica Acta 78 (1995), S. 403-410 
    ISSN: 0018-019X
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: The preparation of the diastereoisomers of 1-amino-2-bromocyclopropanecarboxylic acid is described using the methyl (1RS, 5SR)-2-oxo-3-oxabicyclo[3.1.0]hexane-1-carboxylate 5 as starting material. The key step is the oxidation of 9 with subsequent radical introduction of bromine according to the Barton procedure. The 2-bromo-cyclopropanecarboxylates cis-11 and trans-11 were obtained as diastereoisomer mixture in a ratio of 3:1. They were converted into cis- and trans-esters 12 and the acids 13.
    Additional Material: 1 Ill.
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  • 7
    ISSN: 0009-286X
    Keywords: Chemistry ; Polymer and Materials Science
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology , Process Engineering, Biotechnology, Nutrition Technology
    Additional Material: 2 Ill.
    Type of Medium: Electronic Resource
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  • 8
    ISSN: 0018-019X
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Stereospecific syntheses of cycloserine (D-4-amino-3-isoxazolidinone) are described. The same synthetic methods lead to some 5-substituted 4-amino-3-isoxazolidinones. The stereochemical relationship of these compounds to the parent amino acids is discussed.
    Additional Material: 4 Tab.
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  • 9
    Electronic Resource
    Electronic Resource
    New York, NY : Wiley-Blackwell
    Helvetica Chimica Acta 43 (1960), S. 887-888 
    ISSN: 0018-019X
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Type of Medium: Electronic Resource
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  • 10
    Electronic Resource
    Electronic Resource
    New York, NY : Wiley-Blackwell
    Helvetica Chimica Acta 48 (1965), S. 94-111 
    ISSN: 0018-019X
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: 1. Es wird gezeigt, dass substituierte Allylbromide Phenol mehr an Kohlenstoff alkylieren als Allylbromid selbst.
    Additional Material: 4 Tab.
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